Polymerization and copolymerization of dimethyl(1-ethoxycarbonyl)vinyl phosphate
Dimethyl(1-ethoxycarbonyl)vinyl phosphate (DMEVP), prepared in nearly quantitative yield from the reaction of ethyl bromopyruvate with trimethyl phosphite, polymerizes easily by free radical initiated polymerization and copolymerizes readily with styrene (S). Reactivity ratios determined at 60 and 1...
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Published in | Polymer (Guilford) Vol. 44; no. 15; pp. 4165 - 4170 |
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Main Authors | , , |
Format | Journal Article |
Language | English |
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01.07.2003
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Abstract | Dimethyl(1-ethoxycarbonyl)vinyl phosphate (DMEVP), prepared in nearly quantitative yield from the reaction of ethyl bromopyruvate with trimethyl phosphite, polymerizes easily by free radical initiated polymerization and copolymerizes readily with styrene (S). Reactivity ratios determined at 60 and 135 °C were
r
S=0.21±0.02,
r
DMEVP=0.35±0.05 and
r
S=0.31±0.03,
r
DMEVP=0.31±0.04, respectively. Glass transition temperatures and thermal stabilities of the copolymers decreased but char yields obtained upon thermolysis increased as the DMEVP contents of the copolymers increased.
1H,
13C and
31P NMR spectra of the copolymers are reported. DMEVP exhibited mild chain transfer activity (
C
tr∼0.01) in styrene polymerizations conducted at 135 °C and in emulsion polymerizations at 50 °C. |
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AbstractList | Dimethyl(1-ethoxycarbonyl)vinyl phosphate (DMEVP), prepared in nearly quantitative yield from the reaction of ethyl bromopyruvate with trimethyl phosphite, polymerizes easily by free radical initiated polymerization and copolymerizes readily with styrene (S). Reactivity ratios determined at 60 and 135 °C were
r
S=0.21±0.02,
r
DMEVP=0.35±0.05 and
r
S=0.31±0.03,
r
DMEVP=0.31±0.04, respectively. Glass transition temperatures and thermal stabilities of the copolymers decreased but char yields obtained upon thermolysis increased as the DMEVP contents of the copolymers increased.
1H,
13C and
31P NMR spectra of the copolymers are reported. DMEVP exhibited mild chain transfer activity (
C
tr∼0.01) in styrene polymerizations conducted at 135 °C and in emulsion polymerizations at 50 °C. Dimethyl(1-ethoxycarbonyl)vinyl phosphate (DMEVP), prepared in nearly quantitative yield from the reaction of ethyl bromopyruvate with trimethyl phosphite, polymerizes easily by free radical initiated polymerization and copolymerizes readily with styrene (S). Reactivity ratios determined at 60 and 135 DGC were rS=0.21#+0.02, rDMEVP=0.35#+0.05 and rS=0.31#+0.03, rDMEVP=0.31#+0.04, respectively. Glass transition temperatures and thermal stabilities of the copolymers decreased but char yields obtained upon thermolysis increased as the DMEVP contents of the copolymers increased. 1H, 13C and 31P NMR spectra of the copolymers are reported. DMEVP exhibited mild chain transfer activity (Ctr~0.01) in styrene polymerizations conducted at 135 DGC and in emulsion polymerizations at 50 DGC. |
Author | James Harwood, H Priddy, Duane Kim, Yongsin |
Author_xml | – sequence: 1 givenname: Yongsin surname: Kim fullname: Kim, Yongsin organization: Maurice Morton Institute of Polymer Science, The University of Akron, Akron, OH 44325-3909, USA – sequence: 2 givenname: Duane surname: Priddy fullname: Priddy, Duane organization: The Dow Chemical Company, Midland, MI, USA – sequence: 3 givenname: H surname: James Harwood fullname: James Harwood, H email: jim@polymer.uakron.edu organization: Maurice Morton Institute of Polymer Science, The University of Akron, Akron, OH 44325-3909, USA |
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CODEN | POLMAG |
CitedBy_id | crossref_primary_10_1007_s13233_020_8148_3 crossref_primary_10_1016_j_polymdegradstab_2010_01_031 crossref_primary_10_1016_j_reactfunctpolym_2010_02_008 crossref_primary_10_1016_j_polymer_2017_07_050 crossref_primary_10_1002_masy_200851106 |
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Keywords | Organophosphorus Monomer Copolymer Acrylic copolymer Phosphorus copolymer Experimental study Reactivity ratio Thermal stability Phosphorus polymer Free radical polymerization Chain transfer Preparation Organic phosphate Acrylic polymer Radical copolymerization Styrene copolymer |
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Snippet | Dimethyl(1-ethoxycarbonyl)vinyl phosphate (DMEVP), prepared in nearly quantitative yield from the reaction of ethyl bromopyruvate with trimethyl phosphite,... |
SourceID | proquest crossref pascalfrancis elsevier |
SourceType | Aggregation Database Index Database Publisher |
StartPage | 4165 |
SubjectTerms | Applied sciences Copolymer Exact sciences and technology Monomer Organic polymers Organophosphorus Physicochemistry of polymers Polymerization Preparation, kinetics, thermodynamics, mechanism and catalysts |
Title | Polymerization and copolymerization of dimethyl(1-ethoxycarbonyl)vinyl phosphate |
URI | https://dx.doi.org/10.1016/S0032-3861(03)00365-3 https://search.proquest.com/docview/27938359 |
Volume | 44 |
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